The Cold War has just heated up! CIA Agent Bob Taylor (Charles Napier) arrives in Moscow with his new wife Susan (Kimberley Kates) with a highly secret video tape of Russian missiles leaving an unknown base near Moscow under the cover of darkness.

After she leaves her cheating husband, Susan Reed (Ally Sheedy) embarks on a cross-country road trip where she falls victim to a series of mishaps that land her behind bars in the redneck Macon County Jail.

Pirates of the Plain details the adventure of Jezebel Jack (Tim Curry), a pirate with a heart of gold that is sent to the future where he meets Bobby (Seth Adkins), a young boy with an overactive imagination.